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Saint Leonards Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Saint Leonards holiday rentals

A forested area with a dirt path, trees, and some greenery.

1. Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is AU$194
includes taxes & fees
2 Oct - 3 Oct
Muris Light Sanctuary
A wooden deck with a view of a coastal landscape, including a body of water and distant land.

2. The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is AU$104
includes taxes & fees
2 Oct - 3 Oct
The Artist cabin is a mountain cabin overlooking the sea and coastline
An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

3. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is AU$155
includes taxes & fees
2 Oct - 3 Oct
Sky Beach Rooms
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

4. Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is AU$116
includes taxes & fees
6 Oct - 7 Oct
Firefly cottage with Ocean view
A wooden cabin bedroom with a bed, a desk, and a chair.

5. Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is AU$118
includes taxes & fees
5 Oct - 6 Oct
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

6. Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
Dragon fly Cottage
A swimming pool with a hot tub, surrounded by palm trees and a white building.

7. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is AU$368
includes taxes & fees
12 Oct - 13 Oct
Turquoise Sea Villa
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

8. Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AU$118
includes taxes & fees
8 Oct - 9 Oct
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Property grounds

9. TT’s Sea Side Loft - Montego Bay

TT’s Sea Side Loft - Montego Bay
Montego Bay
The price is AU$174
includes taxes & fees
5 Oct - 6 Oct
TT’s Sea Side Loft - Montego Bay
A beach with clear skies and calm waters.

10. Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is AU$161
includes taxes & fees
8 Oct - 9 Oct
Short and longTerm ,Vacational rental home.
A large, two-story house with a garage, surrounded by a well-maintained lawn and palm trees.

11. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Newmarket
The price is AU$654
includes taxes & fees
3 Oct - 4 Oct
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

12. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is AU$221
includes taxes & fees
5 Oct - 6 Oct
Hospitality Expert CB4
A river with boats docked on both sides, surrounded by lush greenery.

13. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is AU$296
includes taxes & fees
3 Oct - 4 Oct
Serenitys Hideaway Montego Bay
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

14. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (40 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is AU$158
includes taxes & fees
10 Oct - 11 Oct
Montego Bay Ironshore Luxury Studios
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

15. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is AU$160
includes taxes & fees
2 Oct - 3 Oct
Claudeville Condo
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

16. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
9.0 out of 10, Wonderful, (7 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is AU$240
includes taxes & fees
2 Oct - 3 Oct
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A residential area with multiple houses, a well-maintained lawn, and a clear view of the ocean.

17. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is AU$344
includes taxes & fees
16 Oct - 17 Oct
Comfy Villa With Ocean View
A hotel room with a bed, bedside table, lamp, air conditioning unit, and a sofa.

18. Penthouse Suites at Emotions

Penthouse Suites at Emotions
2.5 star property
Montego Bay
The price is AU$395
includes taxes & fees
2 Oct - 3 Oct
Penthouse Suites at Emotions
A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

19. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AU$307
includes taxes & fees
4 Oct - 5 Oct
Hospitality Expert SWF104 - Pool, Beach, Chef
A swimming pool with a view of the ocean, surrounded by a white fence and palm trees.

20. Blue Turquoise Sea Villa

Blue Turquoise Sea Villa
2.5 star property
Montego Bay
The price is AU$322
includes taxes & fees
12 Oct - 13 Oct
Blue Turquoise Sea Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Saint Leonards Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"Todo fue genial le hice la recervacion a mi mamá y su esposo todo estaba incluido comida bebida a ella le encantó y regresara de nuevo"
Michelle 5-night trip
Posted less than an hour ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Find out more about Saint Leonards

Everything you need to know about Saint Leonards holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Saint Leonards holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Saint Leonards holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Saint Leonards holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Leonards. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Saint Leonards holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Saint Leonards holiday rentals we have selected for you start as low as AU$130 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Saint Leonards rentals

At Expedia, we put the best Saint Leonards holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Saint Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Saint Leonards holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Saint Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Saint Leonards?

Yes, there are holiday rentals close to the most popular sights in Saint Leonards, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Saint Leonards has to offer?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This holiday home rental outside of Saint Leonards is located next to a golf course, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Saint Leonards?

Expedia has 373 holiday rentals for your stay in Saint Leonards.

What’s there to see and do in Saint Leonards?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at YS Falls. In the wider area, you’ll find Appleton Estate and Rastafari Indigenous Village.

What’s a holiday rental in Saint Leonards like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Saint Leonards. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.